Leesburg vacation rentals

We found 1,470 vacation rentals — enter your dates for availability

Discover a selection of 35 homes and other vacation rentals in Leesburg that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll have the best amenities for spending time at your home away from home, including parking and a TV. Whatever you're looking for, you're sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.
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Find out more about Leesburg

Find out more about Leesburg

Why visit Leesburg

  1. Outdoor Adventures: Enjoy a variety of outdoor activities with beautiful parks and scenic lakes perfect for hiking, fishing, and picnicking.
  2. Family-Friendly Attractions: Experience attractions that cater to families, ensuring fun and memorable moments for all ages.
  3. Charming Neighborhoods: Explore vibrant local communities filled with friendly locals and unique shops.
  4. Comfortable Accommodations: Choose from a range of vacation rentals, from cozy cottages to spacious villas ideal for families.
  5. Relaxing Atmosphere: Unwind in Leesburg's welcoming environment, perfect for a peaceful getaway.

Popular types of accommodation in Leesburg

Discover the charm of Leesburg with an array of vacation rental options tailored to your needs. Whether you're seeking a whole home, a cozy apartment, or a spacious villa, our platform offers houses and cottages perfect for your getaway. Ideal for short stays or monthly rentals, you'll find the perfect accommodation to create lasting memories in this vibrant community.

  • Houses: The top choice for visitors in Leesburg, offering spacious and comfortable stays perfect for families or groups.
  • Villas: A luxurious option for those seeking elegance and relaxation, ideal for a tranquil getaway.
  • Cottages: Charming and cozy, these rentals provide a quaint atmosphere for a peaceful retreat.
  • Apartments: Conveniently located, apartments are a practical choice for solo travellers or couples looking for flexibility.
  • Cabins: Rustic and inviting, cabins offer a unique experience, perfect for nature lovers.**

Top attractions in Leesburg

Leesburg, Florida, is an ideal destination for outdoor enthusiasts and families seeking a scenic getaway. Visitors can explore a variety of attractions, including beautiful islands, parks, and modern squares, perfect for enjoying nature and beach experiences. Whether you're looking to relax or embark on adventures, Leesburg offers a diverse range of activities and sights that will make your vacation memorable.

  1. Venetian Gardens: A charming park in Leesburg, offering picturesque walking paths, lush greenery, and serene waterfront views, perfect for family outings and eco-friendly activities.
  2. The Villages Market Square: A vibrant modern square located 14.5km from Leesburg, featuring a lively atmosphere with shops, dining, and entertainment options, ideal for immersing yourself in city life.
  3. Lake Griffin State Park: Just 4.8km from Leesburg, this national park is a haven for adventure seekers, boasting stunning scenery, hiking trails, and opportunities for fishing and kayaking.

Things to do recommended for couples

For a romantic getaway in Leesburg, explore the luxury of Continental Country Club, enjoy live music at the Orange Blossom Opry, or dine at Cane Garden Country Club for a charming atmosphere. Each venue offers a unique experience perfect for couples seeking connection and relaxation.

Things to do recommended for families

Your family will appreciate the Lake Sumter Sports Complex for its wellness vibes and recreational activities. A short drive away, Marsh Memorial Park offers more relaxation and fun in a beautiful setting, perfect for making lasting memories together.

Things to do recommended for groups

Explore the vibrant Spanish Springs Town Square for shopping and dining, enjoy a round of golf at the scenic Plantation Golf Club, or have fun at the family-friendly ViaPort Florida shopping mall, all within a short distance in Leesburg, Florida.

What do I need to keep in mind when booking a vacation in Leesburg

When planning your trip, whether you're travelling with a group, family, or pets, or seeking extended stays, it's important to prioritise your needs effectively. Here are some helpful tips for booking on Vrbo.

  • Traveling to Leesburg with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Leesburg with young kids: Travelling with young children can be quite the adventure. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, it's wise to keep in mind how close you are to family-friendly attractions.
  • Taking your pets with you to Leesburg: For many families, a getaway isn’t truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo accommodations that welcome pets. Most pet-friendly properties offer feeding bowls and cozy beds, ensuring that all members of the family feel comfortable and at home.
  • Planning for a long term stay visiting Leesburg: If you’re in search of vacation rentals offering discounts for month-long stays, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include amenities like parking, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay in Leesburg

Leesburg, Florida, offers a delightful blend of outdoor adventures and family-friendly activities. As a vibrant lakefront city, it's an ideal vacation destination for those seeking scenic beauty and kind-hearted locals. Explore lively neighborhoods, indulge in romantic excursions, and enjoy comfortable accommodations that cater to families. With its welcoming atmosphere, Leesburg promises memorable experiences for every traveller looking to unwind and connect with nature.

  • Silver Lake: Silver Lake is a charming village located near Leesburg, providing visitors with a perfect blend of outdoor activities and picturesque scenery. It's an ideal destination for families looking to enjoy recreational areas, golf courses, and relaxing resorts. The nearby lake offers opportunities for fishing and boating, while the local theme park provides fun and excitement for all ages. Additionally, the proximity to national state parks allows for hiking and wildlife observation, making Silver Lake a great spot for nature lovers and families alike.
  • Haines Creek: Nestled close to Leesburg, Haines Creek is a delightful village known for its romantic atmosphere and stunning landscapes. It is perfect for couples seeking a serene getaway or outdoor enthusiasts. Visitors can enjoy the local golf course, which boasts beautiful views, as well as recreational areas that are great for picnicking and leisurely strolls. The nearby lake and river provide opportunities for fishing and kayaking, while the national state park offers hiking trails and breathtaking views of the natural surroundings, ensuring a memorable experience for all.
  • Lisbon: Lisbon, another quaint village near Leesburg, is a hidden gem for those looking to immerse themselves in nature and romance. This village is ideal for outdoor enthusiasts, offering access to recreational areas perfect for hiking and exploring. The nearby lake is perfect for fishing and relaxing by the water, while the national state park provides scenic trails and abundant wildlife. Lisbon's tranquil environment makes it an excellent choice for couples and nature lovers seeking a peaceful retreat away from the hustle and bustle.

Best time to go to Leesburg

If you're planning a trip to Leesburg, it's a good idea to check both the weather and property rates. The warmest months are July and August. Peak season runs from January to March, while off-peak times, like May and August to September tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January58.5°F (14.7°C)Light RainMostly SunnyModerately HighAverage
February62.6°F (17.0°C)Light RainMostly SunnyModerately HighAverage
March66.2°F (19.0°C)Light RainMostly SunnyModerately HighSlightly High
April71.8°F (22.1°C)Light RainMostly SunnyAverageSlightly High
May76.6°F (24.8°C)Light RainMostly SunnyModerately LowAverage
June80.2°F (26.8°C)Light RainMostly SunnyAverageAverage
July81.5°F (27.5°C)Moderate RainMostly SunnyAverageAverage
August81.5°F (27.5°C)Moderate RainMostly SunnyModerately LowSlightly Low
September79.0°F (26.1°C)Light RainMostly SunnyModerately LowSlightly Low
October73.6°F (23.1°C)Light RainMostly SunnyAverageSlightly Low
November66.4°F (19.1°C)Light RainMostly SunnyAverageAverage
December62.4°F (16.9°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can be a smart approach, as prices can vary significantly. Additionally, opting for a longer stay often leads to considerable savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your travel needs!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers an easy-to-use platform for planning your travels. You can create new trips, resume planning from where you last stopped, or review and arrange your travel itineraries. All your saved or booked properties are neatly organized into categories: Potential, Upcoming, and Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Lively Leesburg will entice you

The area's live music and festivals are just a few of the reasons to vacation in Leesburg. Renowned for its horseback riding, lake and golfing, this city welcomes all visitors. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in Leesburg

Are you hoping to find things to do during your stay? Travelers enjoy fun activities like golfing and biking. Venture out of your vacation home and experience everything that makes Leesburg a one-of-a-kind vacation spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Continental Country Club (6.7 mi / 10.7 km)
  • Mission Inn Golf Resort - El Campeon (8.3 mi / 13.3 km)
  • Harbor Hills Country Club (8.3 mi / 13.3 km)
  • TableTop Team Trivia (9.2 mi / 14.8 km)
  • Nancy Lopez Legacy Golf & Country Club (13.9 mi / 22.4 km)
  • Lakeridge Winery (14.2 mi / 22.9 km)

Exploring the natural features in Leesburg

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Leesburg is a great place to get outside. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Venetian Gardens (0.4 mi / 0.7 km)
  • Lake Griffin State Park (3.3 mi / 5.3 km)
  • Treasure Island (4.3 mi / 6.9 km)
  • Lake Okahumpka Park (7.7 mi / 12.5 km)
  • Lake Dora (10.9 mi / 17.6 km)
  • Donnelly Park (14.2 mi / 22.8 km)

Transportation to and around Leesburg

The nearest airport is in Leesburg, FL (LEE-Leesburg Intl.), located 4.4 mi (7.1 km) from the city center. If you can't find a flight that works for your travel itinerary, you might consider flying into Orlando Sanford Intl. Airport (SFB), which is 38.5 mi (62 km) away.

Frequently asked questions

What is the best area to stay in Leesburg when booking a vacation rental?
If you’re on you way to Leesburg, Haines Creek is among the most sought-after neighborhoods to stay. Whatever your style of travel, Vrbo is bound to have a vacation home here that has everything you need.
What is the most popular type of vacation rental accommodation in Leesburg?
Houses are the most popular style of vacation rental in Leesburg, according to our data. Even if you’ve got a different idea about what you want, Vrbo has properties in all shapes and sizes. Take a look at our options to find your perfect match.
How much does it cost to rent a vacation rental in Leesburg?
Property type, season and length of stay are among the factors that can influence the price of a vacation home. Simply click on your travel dates to find your ideal match. From quaint country cottages to sprawling luxury villas, all Vrbo vacation rentals provide unbeatable value.
How much does it cost to rent a beach house in Leesburg?
Prices for beach houses in Leesburg will vary depending on the style and size of the property and when you’re traveling. All you need to do is enter your travel dates into Vrbo and how many guests to view available options and prices. From there you can use our filter tool to narrow down your search by ratings, nearby activities and more.
What are popular rental amenities in Leesburg?
A fireplace, a barbecue grill and nearby museums are rated the most popular rental amenities in Leesburg. Whether you’re taking to the road as a party of one, with your spouse or a bunch of friends, Vrbo can help you find a vacation home that fits your style with all the extras you’re looking for.
What are the top attractions for families in Leesburg?
You’ll find loads of exciting things to see and do with the family in Leesburg, such as:

  • Uncle Donalds Farm
  • Lake County Historical Museum
  • Lake Griffin State Park

How old do you have to be to rent a vacation rental in Leesburg?
You should check with the Leesburg vacation home you’re considering on Vrbo as the age limit differs. However, typically it’s 16, 18 or 21.
How long can I rent a vacation rental in Leesburg for?
It’s down to the Leesburg property. To look over a list of options offering extended stays, simply type your travel dates and guest number into Vrbo. Enjoy having the whole property to yourself, as well as comforts such as air conditioning, a fully-equipped kitchen and an outdoor space where the kids can run and play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.

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